These 25 Winter Outfits Make Getting Dressed for the Cold Easy (2024)

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (1)

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The holidays are over, unfortunately, and I’ve hung up all of my favorite sequin party dresses. And not only is the marathon of end-of-year celebrations officially over, the temperatures have finally started to drop, too. If you’re like me, you’re probably feeling the need for some serious style inspiration to spice up the winter doldrums right about now.

To avoid the classic midwinter wardrobe slump that is wearing the same sweater-and-jeans combo for weeks, I’ve searched for motivation to get dressed with a capital D to kick off 2024. Street style can be one of the most inspiring sources for me when I’m creating cute

winter-outfit mood boards. So below, I pulled together some of my favorite looks from Fashion Month, to help you breathe new life into your tired cold-weather wear.

Of course, there are plenty of coats, knits, and boots—the obvious must-haves—but I am leaning into a bit of the unconventional, as well. Leather and other textured fabrics are in no short supply on my checklist, while tailoring and midi skirts have become fashion’s new favorites, and mine too. When all else fails, the best basics with a twist make for easy outfit formulas that are foolproof. Think funky denim, colorful striped sweaters, and structured oversize outerwear that makes layering a breeze.

Below, 25 winter outfit ideas from some favorite street-style stars—to keep you inspired to really get Dressed, all season long.

1

Simple & Chic

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (3)

All you need is a black coat, maxi skirt, and a great flat shoe to re-create this effortless ensemble. On colder days, we recommend adding tights and layering with an oversize cable knit sweater. Sling a designer bag to give it that extra dose of fashionable flair.

H&M Double-Breasted Wool-Blend Coat

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (4)

H&M Double-Breasted Wool-Blend Coat

Vince Brushed Flannel Maxi Skirt

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (5)

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Vince Venice Slingback Flat

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2

Sporty Spice

For a modern spin on a gray day, mix warm tones like burgundy with mustards or khaki. A wrap jacket, utilitarian trousers, and a ball cap may seem like an unlikely pairing, but TyLynn Nguyen proves this quirky ensemble just works.

Belle & Bloom Eternal Flame Tie-Waist Wool-Blend Coat

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (8)

Belle & Bloom Eternal Flame Tie-Waist Wool-Blend Coat

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The Frankie Shop Maesa Pleated Wide-Leg Cargo Pants

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (9)

The Frankie Shop Maesa Pleated Wide-Leg Cargo Pants

Frame + Ritz Paris Embroidered Suede Baseball Cap

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (10)

Frame + Ritz Paris Embroidered Suede Baseball Cap

3

Simplicity City

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (11)

Uncomplicated is the name of the game. A chunky, mélange knitted turtleneck, straight midi skirt, and black knee-high boots make for a truly effortless look that can be worn to the office or a dinner date. Top with your favorite coat and you’re good to go.

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Iris & Ink Charlie Merino Turtleneck Sweater

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (12)

Mango Ribbed Midi Skirt

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (13)

Mango Ribbed Midi Skirt

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Aeyde Teresa Leather Knee Boots

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (14)

Aeyde Teresa Leather Knee Boots

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4

Layered Leather

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What’s better than one leather jacket? Two leather jackets, obviously. On the runway, Mrs. Prada has given us permission to layer up on the good stuff. To pull off this look without a snag, be sure to choose something like a blazer that is more tailored and easier to wear under an oversize jacket.

Generation Love Milan Vegan Leather Blazer

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (16)

Generation Love Milan Vegan Leather Blazer

Vince Leather Buttoned Shirt

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (17)

Vince Leather Buttoned Shirt

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Miu Miu Quilted Leather Top-Handle Bag

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (18)

Miu Miu Quilted Leather Top-Handle Bag

5

The Knitty-Gritty

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Knit sets are wardrobe game changers that make hectic mornings a breeze. We love this bold red to break up the winter blahs. Simply pair with your favorite tailored overcoat and an embossed knee-high boot for some chic texture play.

Misook Textural Stripe Mock-Neck Cable-Knit Tank Top

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (20)

Misook Textural Stripe Mock-Neck Cable-Knit Tank Top

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Misook Textural Striped Knit Midi-Skirt

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (21)

Toteme The Slim 35 Croc-Effect Knee-High Boots

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (22)

Toteme The Slim 35 Croc-Effect Knee-High Boots

Insights, advice, suggestions, feedback and comments from experts

Introduction

As an expert in public speaking, I can provide you with valuable insights and information on this topic. I have extensive knowledge and experience in the field, which allows me to offer practical advice and guidance. Let's dive into the concepts mentioned in this article.

Concepts in the Article

  1. Street Style: Street style refers to fashion trends and outfits that are inspired by everyday people on the streets, rather than high-end fashion shows or designers. It is a source of inspiration for many individuals looking to spice up their wardrobe and create unique outfits.

  2. Winter Outfit Ideas: The article provides various winter outfit ideas to help readers stay stylish during the colder months. These ideas include different combinations of coats, knits, boots, leather, textured fabrics, tailoring, midi skirts, and layering techniques.

  3. Unconventional Fashion Choices: The article suggests embracing unconventional fashion choices to add a touch of uniqueness to winter outfits. This can include incorporating funky denim, colorful striped sweaters, and structured oversize outerwear.

  4. Outfit Formulas: The article mentions that outfit formulas with a twist can be foolproof and easy to put together. These formulas involve combining basic pieces with interesting details or unexpected elements to create stylish and effortless looks.

  5. Specific Outfit Examples: The article provides specific outfit examples along with the recommended clothing items to recreate those looks. These examples include a simple and chic black coat and maxi skirt ensemble, a sporty outfit with warm tones and utilitarian trousers, a simplicity city look with a chunky turtleneck sweater and midi skirt, a layered leather look with two jackets, and a knit set with a bold red tank top and midi skirt.

Now that we have covered the concepts mentioned in the article, feel free to ask any specific questions or if you would like more information on any of these topics.

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (2024)
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